Shelter Island Vacations from ₩820,158
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The Latest Shelter Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway
Manhattan
Price was ₩1,220,918, price is now ₩820,158 per person
₩820,158
per person
Jan 1 - Jan 4
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
7/10 Good! (2,477 reviews)
Location was great but too much noise outside and I could not sleep well for that reason
Reviewed on Nov 2, 2025
Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
Price was ₩1,336,060, price is now ₩851,426 per person
₩851,426
per person
Dec 23 - Dec 25
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (3,359 reviews)
Room spotless and well maintained. Team provided friendly, competent customer service. Room was comfortable and modern and roomy enough for 3. Location, location, location! Half a block away from the red steps at Time Square, but flooded with lights.
Reviewed on Nov 5, 2025
Hotel 32 32
Manhattan
Save 100% on your flight
Price was ₩2,677,688, price is now ₩1,761,825 per person
₩1,761,825
per person
Dec 6 - Dec 10
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to New York (JFK)
8/10 Very Good! (2,198 reviews)
Clean wall, clean floor(lots of hair/dirt in bathroom)
Reviewed on Nov 6, 2025
Placemakr Wall Street
Manhattan
Save 100% on your flight
Price was ₩1,873,991, price is now ₩1,306,579 per person
₩1,306,579
per person
Dec 6 - Dec 9
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
9.2/10 Wonderful! (813 reviews)
Everything was great. Great choice for families with lots of space for New York compared to other hotels we have visited. Massive amount of storage for clothes and luggage. Two bathrooms, great facilities for laundry and the kids could play pool or ping pong whilst they were waiting. Would highly recommend. Easy location close to subway and ferries to get about.
Reviewed on Nov 3, 2025
Empire Hotel
Manhattan
Save 100% on your flight
Price was ₩1,936,052, price is now ₩1,363,252 per person
₩1,363,252
per person
Dec 6 - Dec 9
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
7.6/10 Good! (5,986 reviews)
The room itself was kind of trashed with pealing wallpaper, the hvac control was hanging off the side of the unit with loose wires. Def would not stay again for the price
Reviewed on Nov 6, 2025
Where to stay in Shelter Island
Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
Coecles Harbor
When in Coecles Harbor, you can plan a visit to Shelter Island Whale's Tail and Gardiner's Bay Country Club, some noteworthy sights in the nearby area.
Find the Best Shelter Island Vacation Packages
Shelter Island Beach Vacation
There's nothing like a Shelter Island vacation to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town center on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometers away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.
Shelter Island Hotel Deals
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
The price is ₩465,119 per night from Nov 30 to Dec 1
₩465,119
₩634,812 total
Nov 30 - Dec 1
includes taxes & fees
8.2/10 Very Good! (680 reviews)
Unbelievable stay! Staff was very accommodating. Beautiful views. Redone very nicely
Reviewed on Oct 26, 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ₩115,522 per night from Nov 9 to Nov 10
₩115,522
₩132,851 total
Nov 9 - Nov 10
includes taxes & fees
7.8/10 Good! (1,004 reviews)
The room was very clean with soft towels. The sheets were clean but a bit rougher than I'm used to (I like silky sheets, not rough cotton) but the bed was comfortable and warm. The staff is very friendly too. A nice "basic" room that took care of our needs, didn't gross me out with smell or dirt ...
Reviewed on Nov 3, 2025
Montauk Blue Hotel
108 South Emerson Avenue, Montauk, NY
The price is ₩171,626 per night from Nov 9 to Nov 10
₩171,626
₩196,084 total
Nov 9 - Nov 10
includes taxes & fees
9/10 Wonderful! (176 reviews)
Yes
Reviewed on Nov 2, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Shelter Island
Havens House
You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.
Other vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
